Captiva vacation rentals
We found 1,711 vacation rentals — enter your dates for availability
Immerse yourself in the tropical paradise of Captiva Island, where stunning beaches meet vibrant island culture. With soft sands and crystal-clear waters, this destination invites relaxation and adventure alike, from kayaking and fishing to exploring nearby Sanibel’s rich natural beauty. Ideal for families and groups, our charming vacation rentals—beachfront cottages and spacious villas—offer the comforts of home, ensuring a memorable getaway filled with both excitement and tranquility.
Holiday rentals with weekly discounts - Captiva
Showing deals for:Dec 4 - Dec 11

Exceptional
(54 reviews)
Hidden Treasure - Near Beach-Pool- Private CuldeSac - Dock Rental - 10% Off Week
Captiva
$678
$4,748 for 7 nights
All fees included

Exceptional
(48 reviews)
Upgraded beach house located just steps away from the beach. Pool and Hot tub.
Captiva
$556
$3,894 for 7 nights
All fees included

Exceptional
(34 reviews)
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
Captiva
$479
$3,351 for 7 nights
All fees included

Exceptional
(5 reviews)
Two minute walk to a soft sandy beach with some of the best shelling in the US.
Captiva
$666
$4,660 for 7 nights
All fees included

Exceptional
(23 reviews)
Pet-Friendly Island Home | Pool, Hot Tub + Cart
Captiva
$669
$4,681 for 7 nights
All fees included

Exceptional
(31 reviews)
Island Getaway Florida
Saint James City
$343
$2,402 for 7 nights
All fees included

Exceptional
(61 reviews)
Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.
Bokeelia
$83
$581 for 7 nights
All fees included

Exceptional
(32 reviews)
PERFECT FAMILY GETAWAY - 3 Bedroom / 2 ½ Bath w/ 60' Boat Dock & Private Pool
Saint James City
$432
$3,024 for 7 nights
All fees included

Exceptional
(8 reviews)
3-bedroom waterfront pool house in Manatee Bay. BYOB: Bring your own boat
Saint James City
$390
$2,731 for 7 nights
All fees included

Exceptional
(13 reviews)
LOCATION Cozy bungalow on Monroe Canal, the most entertaining / traveled canal
Saint James City
$198
$1,384 for 7 nights
All fees included
